2,5-Dibromonitrobenzene
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2,5-Dibromonitrobenzene
structure -
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CAS No:
3460-18-2
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Formula:
C6H3Br2NO2
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Chemical Name:
2,5-Dibromonitrobenzene
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Synonyms:
Benzene,1,4-dibromo-2-nitro-;1,4-Dibromo-2-nitrobenzene;2,5-Dibromonitrobenzene;2,5-Dibromo-1-nitrobenzene;2-Nitro-4-bromobenzene bromide;2-Nitro-1,4-dibromobenzene;919522-58-0
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CAS No:
Characteristics
45.8
3
Yellow Crystalline Powder
2.374 g/cm3 @ Temp: 16 °C
85.5 °C
266.4°C at 760 mmHg
114.9±21.8 °C
1.640
Slightly soluble in water.
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Safety Information
I; II; III
9
UN 3077 9 / PGIII
2
22-36/37/38-50-20/21/22
26-60-61-36/37/39-22
Xn,N
Stable under normal temperatures and pressures.
P261-P273-P305 + P351 + P338
H302-H315-H319-H335-H400
|Warning|H302 (86.67%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2,5-Dibromonitrobenzene Use and Manufacturing
A mixture of nitric acid (90percent, 4.6 g, 70 mmol) and concentrated sulfuric acid (75 mL) was added to a solution of 1, 4-dibromobenzene (11.8 g, 50 mmol) in CHA mixture of 68percent nitric acid/98percent sulfuric acid (32/64 mL) was added dropwis to a solution of 1, 4-dibromobenzene (100 mmol) in 98percent sulfuric acid (40 mL) and the reaction mixture was heated at 50 °C for 30 min. The reaction mixture was allowed to cool to rt, was diluted with ice water (200 mL), and was extracted with dichloromethane (3 x 200 mL). The combined organic layers were washed with water (2 x 100 mL) and 10percent potassium hydroxide (3 x 100 mL), dried (magnesium sulfate), and concentrated. The residue was purified by by Flash chromatography (petroleum ether) to provide 1 , 4-dibromo-2- nitrobenzene in 68percent yield as a light green-yellow solid.Intermediate 26: Synthesis of 2, 3-dihydrobenzofuran-6-sulfonyl chloride; 1. Synthesis of 1, 4-dibromo-2-nitrobenzene; A mixture of 68percent nitric acid/98percent sulfuric acid (32/64 mL) was added dropwise to a solution of 1, 4-dibromobenzene (100 mmol) in 98percent sulfuric acid (40 mL) and the reaction mixture was heated at 50° C. for 30 min. The reaction mixture was allowed to cool to rt, was diluted with ice water (200 mL), and was extracted with dichloromethane (3.x.200 mL). The combined organic layers were washed with water (2.x.100 mL) and 10percent potassium hydroxide (3.x.100 mL), dried (magnesium sulfate), and concentrated. The residue was purified by Flash chromatography (petroleum ether) to provide 1, 4-dibromo-2-nitrobenzene in 68percent yield as a light green-yellow solid.Intermediate 38: Synthesis of 2, 3-dihydrobenzofuran-6-suIfonyl chloride.MeCN, NaOH, HA mixture of 68percent nitric acid/98percent sulfuric acid (32/64 mL) was added dropwise to a solution of 1, 4-dibromobenzene (100 mmol) in 98percent sulfuric acid (40 mL) and the reaction mixture was heated at 50° C. for 30 min. The reaction mixture was allowed to cool to rt, was diluted with ice water (200 mL), and was extracted with dichloromethane (3.x.200 mL). The combined organic layers were washed with water (2.x.100 mL) and 10percent potassium hydroxide (3.x.100 mL), dried (magnesium sulfate), and concentrated. The residue was purified by Flash chromatography (petroleum ether) to provide 1, 4-dibromo-2-nitrobenzene in 68percent yield as a light green-yellow solid.Intermediate 38: Synthesis of 2, 3-dihydrobenzofuran-6-sulfonyl chloride.MeCN, NaOH, HA mixture of 68percent nitric acid/98percent sulfuric acid (32/64 mL) was added dropwise to a solution of 1, 4-dibromobenzene (100 mmol) in 98percent sulfuric acid (40 mL) and the reaction mixture was heated at 50° C. for 30 min.
Fine chemical intermediate, also used as flame retardant
Computed Properties
Molecular Weight:280.90
XLogP3:3
Hydrogen Bond Acceptor Count:2
Exact Mass:280.85100
Monoisotopic Mass:278.85305
Topological Polar Surface Area:45.8
Heavy Atom Count:11
Complexity:159
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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